Vacation rentals with a kayak in Long Island

Find and book unique kayak rentals on Airbnb

Top-rated kayak rentals in Long Island

Guests agree: these kayak rentals are highly rated for location, cleanliness, and more.

0 of 0 items showing

1 of 3 pages

Top guest favorite

A spacious deck overlooks the serene lake, surrounded by lush trees. Comfortable seating arrangements, featuring teal cushions, are positioned around a glass-topped table. Potted flowers add a splash of color, enhancing the tranquil outdoor setting.

Cabin in Sussex

4.96 out of 5 average rating, 228 reviews

Cozy Lake Cabin Spectacular Views Beach Boat Swim

Indulge in a truly breathtaking getaway. Nestled in a serene location with stunning lake views in Vernon Twp, NJ. Ski Mountain Creek or Mount Peter visit Crystal Springs & Warwick, NY. Luxury & comfort, prepare to be pampered. Fully stocked chef's kitchen, themed bedrooms,"Ski Room & Canoe Room". Stone shower, cozy cabin boast carefully curated decor & beautiful lighting a soothing ambiance at a cottage dreamhouse. A chalet vibe to rejuvente as you bask in the warm glow of the stone fireplace.

Top guest favorite

The lakehouse is nestled among tall trees, with a spacious deck overlooking the water. Colorful flowers enhance the natural landscape, while a rocky shoreline leads to tranquil waters. Sunlight filters through the trees, creating dappled patterns on the house and surroundings.

Cottage in Highland Lakes

4.97 out of 5 average rating, 320 reviews

The Mountaintop Lakehouse that Time Forgot.

Quiet Private lakehouse set down on 2 rare rock bluffs giving you a majestic water view just like it was in 1939. Extra Lg Great room w a huge fireplace. The great kitchen surrounds the chef. Big hot tub, Rowboat with canopy, 8 kayaks, Treehouse, Neverending Lakeside windows, docks, 1 hr from Manhattan w Eagles & vast wildlife like you were in the deep woods. Clean, unspoiled lake full of fish. Never had gas motors. A Mountaintop lake above the ski area. Stargazing! Perfect for get-togethers.

Guest favorite

A serene lakeside view is captured from the deck, showcasing still waters reflecting the pastel colors of dawn. A wooden dock extends into the lake, with two swans gracefully positioned nearby, surrounded by gentle ripples and lush greenery.

Chalet in Vernon Township

4.89 out of 5 average rating, 158 reviews

Dream Lakefront Escape + Beach/Ski/Golf near NYC

Discover an exclusive, light-filled lakefront sanctuary just one hour from NYC — stylishly minimalistic and impeccably clean. This 3BR, 2-bath chalet on Highland Lake offers a luxurious retreat for small families, couples, or friends, perfect for every season. Enjoy private access to a sprawling dock with fire pit, grill, canoe, kayaks, paddle boards — your personal lake paradise — near Mountain Creek Ski Resort, Spa, Waterpark, private beaches, golf, and hiking. Wedding packages available.

Top guest favorite

A wooden dock extends over calm waters, featuring a canoe and two stand-up paddleboards tied up. Lush trees line the opposite shore, reflecting in the water under a cloudy sky.

Cottage in South Salem

5 out of 5 average rating, 102 reviews

Oscaleta Guest House: Lakefront Cabin

Escapology-A spectacular lakeside destination, designed as a luxury suite with its own dock. Close to NYC and ideal for a quick trip, remote work or an extended retreat. Glamping-A cabin in the woods on a lake surrounded by nature, but tech-enabled with all the modern perks. Artfully Designed Space-Modern retrofit thoughtfully curated with custom artwork throughout this historic 1920's cottage. Purpose built for your outdoor routine- from grill to canoe…. We recommend 3+nights if you can.

Superhost

Home in Stonington

4.87 out of 5 average rating, 113 reviews

Waterfront Cottage with Dock

Arts and Crafts cottage on an ocean cove in Stonington with dock and close to the beaches. On same cove as Saltwater Farm Vineyard and nearby to Mystic Aquarium and Seaport, great restaurants, and Foxwoods and Mohegan Sun resorts. You’ll love the backyard and dock. I offer complimentary canoe, kayak and paddle board use so you can enjoy the water. Bring your own boat or rent one for 50% off at Stonington Marina. My place is good for couples, families with kids, and pets.

Guest favorite

A scenic view from a wooden deck showcasing a serene river, with a dock extending into the water. A boat is anchored at the dock, surrounded by lush greenery and clear blue skies, creating a peaceful outdoor atmosphere.

Home in Montville

4.9 out of 5 average rating, 121 reviews

Thames River Cottage · Near Casinos + USCGA

4 MILES from MOHEGAN SUN! FREE EV LVL-2 Charging! Come relax at the cottage on the Thames River w/ direct river view and access, free Kayaks on site for use, spacious patio, firepit, gas grill, privet boat launch/dock. 10 min from CT College & USCGA, 20-25 min drive to Foxwoods, Mystic, Stonington, Vineyards, local breweries, New London Navy Base, Pfizer, GD (EB) & Mitchell. Cottage is located at the end of Point Breeze (Horton Cove side) with direct river access.

Top guest favorite

A serene riverfront retreat is displayed with a spacious outdoor deck and patio area. The home features large windows allowing natural light, greenery surrounding the property, and a floating dock accessible from the water, creating a peaceful and inviting outdoor atmosphere.

Home in Lyme

4.98 out of 5 average rating, 261 reviews

“The Answer” Your Unique, Tidal, Riverfront Escape

“The Answer” is listed in “Only In Your State” 2024 - titled “This Riverfront Retreat Will Be Your New Favorite Destination” and Travellers Worldwide 2022 and 2023 Kayaks included This unique glass-front, tidal river retreat, is privately nestled on historic Hamburg Cove. It offers gorgeous year-round, tranquil tidal water and valley views. Extraordinarily and serene. The interior is open/spacious and bathed in light. Wake up to the many sounds of nature.

Guest favorite

A spacious living room features a large sectional sofa adorned with colorful cushions, offering comfort and relaxation. A sleek television is mounted on the wall, while natural light streams through wide windows, illuminating a wooden coffee table and a decorative fireplace in the corner.

Home in Mastic

4.88 out of 5 average rating, 102 reviews

Cozy home. Comfy living

The whole group will enjoy access to everything from this centrally located home. three comfy bedroom, two bathrooms, large living room, dining and kitchen. close to the beach, nature reserved, kayaking, sky diving and Tanger outlet mall, restaurant and all the fast food located nearby. long island vast array of winery and farms stand etc. Guest is expected to follow house rules. 15 mins after check out time is given after that fees will incur at nightly rate

Guest favorite

Apartment in Long Branch

4.89 out of 5 average rating, 113 reviews

Private Waterfront near Ocean Beaches

Luxurious studio apartment with fully equipped kitchenette, spacious bathroom with large claw foot tub, and luscious bedding. The studio is the entire English basement of my home overlooking the bay, with radiant heated floors, located one mile from the ocean beaches. You have your private entrance and have the studio to yourself. I live upstairs. Bikes and kayaks available. Dogs are welcome (no more than 2 medium-sized dogs, and no other pets, sorry).

Guest favorite

An expansive elevated deck offers scenic views of Jordan Cove, with the calm water reflecting the clear blue sky. Surrounding areas showcase tall grasses along the shoreline, and a private dock extends into the water, emphasizing the tranquil, natural setting.

Home in Waterford

4.95 out of 5 average rating, 113 reviews

Coastal New England Waterfront Home-The Reed House

The Reed House – Waterfront Getaway in Waterford, CT Enjoy the best of both relaxation and adventure at The Reed House, located in the peaceful Pleasure Beach neighborhood of Waterford. This charming home offers breathtaking views of Jordan Cove and is just steps away from the beach, making it the ideal retreat for families, friends, or anyone looking to unwind by the water..

Top guest favorite

A serene lakeside deck is framed by leafy branches, showcasing a tranquil sunset reflected in the water. Potted flowers add a touch of color, while a partially covered seating area and nearby boat enhance the peaceful setting.

Apartment in West Milford

4.94 out of 5 average rating, 185 reviews

Charming Lakeside Retreat

Enjoy this four room fully equipped private suite. Commanding views from your deck of this 9 mile natural lake. Swimming, boating, hiking, historic sites, wineries, outlet shopping. Relax in the evening with a glass of wine in the screened gazebo. Guests will access the apartment ascending the spiral staircase. The apartment is not wheelchair accessible.

Guest favorite

Two blue kayaks are positioned near the water's edge, surrounded by natural vegetation and rocks. The calm water reflects the lush greenery of the shoreline, while sunlight filters through the trees above, creating a serene outdoor setting.

Home in Montville

4.8 out of 5 average rating, 44 reviews

Cozy Cape on the Cove

Our two-bedroom cape on the cove is a paradise for any birdwatcher, fisherman, or kayak enthusiast. We are located near any destination you may want (i.e. casinos), yet far enough off the beaten path to enjoy some peace and quiet. Listen to the birds and crickets by the firepit or take out our rentable kayaks for a morning paddle. Dogs welcome too!

0 of 0 items showing

What guests are saying

Navesink River House on the water. Gorgeous views.

4.93 out of 5 average rating, 14 reviews6 months ago

My Family came into town for a show for my daughters. The house was a great spot to stay for 2 days. Had a beautiful view of the water. It was extremely relaxing and it got my kids away from electronics for a few days with not having a tv or wifi. It was such a great family weekend together. The host was very accommodating. The restaurants in town were very goos as well. If you want to get away for a few days with peace and quiet this is the stay.

Guesthouse in Rumson

What guests are saying

Crystal Wave LakeHouse

4.97 out of 5 average rating, 77 reviews2 weeks ago

It was a great getaway for my adult children and 84 year old dad and 2 dogs. Big, comfortable and clean home. It worked for all of us. Kayaks and canoes were easy and convenient to use. Nice amount of bedrooms for everyone to have their own space along with a great communal kitchen/living/dining area. We’re hoping to go again, I would definitely recommend staying here!

Home in Putnam Valley

What guests are saying

Studio Guesthouse of Waterstone Inn w/ lake access

4.92 out of 5 average rating, 25 reviews6 months ago

We loved Maureen’s place and Greenwood Lake. The studio was perfect. It was extremely clean, easy to check-in, and in a great location. Maureen and her family were super nice and the area is beautiful. Kayaks were available on the lake and the center of town is a short walk. There are lots of restaurants and a few great coffee shops. We would love to stay at Maureen’s place again!

Guesthouse in Greenwood Lake

What guests are saying

Coastal Cottage on the Water

4.91 out of 5 average rating, 23 reviews4 months ago

We've stayed at Mae's lovely house several times, in many different seasons, and once again it did not disappoint. Excellent fireplace, comfortable furnishings, nicely equipped kitchen, stylish bathroom. And the gorgeous view of the pond and its abundant birdlife is always a treat. We can't wait for our next visit!

Home in Peconic

What guests are saying

Waterfront Getaway Just 20 Min from Bethpage Park!

4.97 out of 5 average rating, 38 reviews5 months ago

What can you say that hasn't been already said by previous reviewers. John's house in Freeport is a gem. Perfect getway for weekend for our family. We were greeted by a nice bottle of wine and a generous basket of snacks (always a nice touch). The house was spacious and super clean. The beds were extremely comfy and the kitchen was well equipped for anything you may need. So many fun things we really didn't get to take advantage of (Tiki Room, fire pit etc..). But the crowning jewel is the location on the water. If you just want a place to sit and relax as the sun rises or sets (yes you get to see both from the back deck) this is your place. John was a gracious and responsive host. We hope to be back next year.

Home in Freeport

What guests are saying

Cozy waterfront houseboat with views on views !

5 out of 5 average rating, 62 reviews1 week ago

Danielle’s house boat was just perfect. We came for a weekend get away for our 1st Anniversary and absolutely loved it. The house boat was clean, comfortable, and nicely decorated. The river was peaceful and serene. We’d love to come back in warmer weather to take advantage of the kayaks and paddle boards they provide. She was very resourceful with local recommendations. We loved the local beaches, restaurants, and quaint coastal towns. 5/5 recommend this place

Boat in Old Lyme

What guests are saying

Explore a Luxurious Lakefront Dream Home

5 out of 5 average rating, 54 reviews3 weeks ago

What a beautiful lakehouse! So serene, peaceful and relaxing between outdoors to indoors with the beautiful calming scenery. Great space for family and friends vacation. Kind and generous hosts who communicate quickly and clearly. Easy check in and check out. The home has a great use of space and just makes you want to slow down and enjoy the peace and tranquility of the surroundings. We loved the fireplace, easy instructions to use. The hosts are so accommodating! They gave great recommendations! Cute drivable town nearby with variety of great shops and restaurants that we visited and ate at more than once. We would love to come back again!

Home in Greenwood Lake

What guests are saying

Charming 3 bedroom Beach Front Cottage

4.96 out of 5 average rating, 27 reviews1 week ago

Our family loved staying here! It was a perfect fit for us (2 adults upstairs & 2 young teen kids in their own room) + grandma downstairs (so no fall hazard!) The views were perfect and added bonus for my kids to burn off steam even in the chilly weather. The open layout downstairs worked great. We weren’t there for many meals so didn’t utilize the kitchen to its fully potential. Jonathan was very responsive and polite with any questions I had during our stay. It was a lovely place that worked out perfectly during our time spent visiting family in CT!

Home in Milford

1 of 12 pages